2,4-dimethoxy-6-(2-oxopropyl)benzoic acid | 6512-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-dimethoxy-6-(2-oxopropyl)benzoic acid
• 英文别名: 2-acetonyl-4,6-dimethoxy-benzoic acid；2-Acetonyl-4,6-dimethoxy-benzoesaeure；2-Carboxy-3,5-dimethoxy-benzyl-methyl-keton
• CAS: 6512-31-8
• 化学式: C₁₂H₁₄O₅
• 分子量: 238.24
• InChiKey: KFWFPMUQRPSOBY-UHFFFAOYSA-N

物化性质

• 熔点：
  139-140 °C
• 沸点：
  381.0±37.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4-dimethoxy-6-(2-oxopropyl)benzoic acid 在 高氯酸 、 乙酸酐 、 三溴化硼 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 0.17h， 生成 saccharonol A
  参考文献：
  名称：

  Lewis, Christopher N.; Staunton, James; Sunter, David C., Journal of the Chemical Society. Perkin transactions I, 1988, p. 747 - 754

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-ethoxycarbonyl-3,5-dimethoxy-phenyl)-acetic acid 在 氢氧化钾 、 乙醚 、 三氯化磷 作用下， 生成 2,4-dimethoxy-6-(2-oxopropyl)benzoic acid
  参考文献：
  名称：

  Loss of heterozygosity of the MEN1 gene in a large series of TSH-secreting pituitary adenomas

  摘要：

  Thyrotropin-secreting pituitary adenomas (TSH-omas) are rare tumors (0.5% of all pituitary adenomas) showing an invasive behavior and usually sporadic, although a few cases are associated with multiple endocrine neoplasia type 1 (MEN1), an autosomal dominant inherited syndrome. This disorder is linked to loss of heterozygosity (LOH) on 11q13 and inactivating mutations of MEN1 gene, which is located in the same chromosomal region. As other types of anterior pituitary adenomas, TSH-omas are the result of a monoclonal outgrowth where the intrinsic genetic defects involving oncogenes or tumor suppressor genes occur in a progenitor cell. However, so far no activating mutations of particular oncogenes or inactivating mutations of tumor suppressor genes have been identified. Starting from the observation that 3-30% of sporadic pituitary adenomas show LOH on 11q13, and that allelic losses on the long arms of chromosome 11, beside 10 and 13, are significantly associated with the transition from the non-invasive to the invasive phenotype, we decided to investigate LOH on 11q13 and mutations of menin in a large series of TSH-omas. Thirteen tumors were evaluated. DNA was extracted from tumors by standard methods and genomic DNA from peripheral blood leukocytes was used as control. LOH was screened by using 3 polymorphic markers on 11q13: D11S956, PYGM, INT-2. In 3 out of 15 cases we could demonstrate LOH on 11q13, but none of the tumors showed menin mutation after sequence analysis. These data strongly suggest that menin does not play a causative role in the development of TSH-omas, and are in agreement with other studies demonstrating a limited role of menin in pituitary sporadic tumorigenesis. (C) 2001, Editrice Kurtis.

  DOI：

  10.1007/bf03343929

文献信息

• Dihydroisocoumarins from fungi: Isolation, structure elucidation, circular dichroism and biological activity
  作者：Karsten Krohn、Rahim Bahramsari、Ulrich Flörke、Kerstin Ludewig、Christine Kliche-Spory、Andreas Michel、Hans-Jürgen Aust、Siegfried Draeger、Barbara Schulz、Sándor Antus

  DOI：10.1016/s0031-9422(96)00854-0

  日期：1997.5

  Five known and three new dihydroisocoumarins were isolated from different fungi. The new isocoumarins are 5-chloro-6-hydroxymellein, 5-chloro-4,6-dihydroxymellein and 5,6-dihydroxymellein. The absolute configuration of these secondary metabolites was confirmed by CD measurements and in two cases by X-ray structure analysis.

  从不同的真菌中分离出五种已知的和三种新的二氢异香豆素。新的异香豆素是 5-chloro-6-hydroxymellein、5-chloro-4,6-dihydroxymellein 和 5,6-dihydroxymellein。这些次级代谢物的绝对构型通过 CD 测量和在两种情况下通过 X 射线结构分析得到证实。
• Oxford; Raistrick, Biochemical Journal, 1933, vol. 27, p. 634,644
  作者：Oxford、Raistrick

  DOI：——

  日期：——
• Logan; Newbold, Chemistry and industry, 1957, p. 1485
  作者：Logan、Newbold

  DOI：——

  日期：——
• LEWIS, CHRISTOPHER N.;STAUNTON, JAMES;SUNTER, DAVID C., J. CHEM. SOC. PERKIN TRANS.,(1988) N 4, 747-754
  作者：LEWIS, CHRISTOPHER N.、STAUNTON, JAMES、SUNTER, DAVID C.

  DOI：——

  日期：——
• LEWIS CH. N.; SPARGO P. L.; STAUNTON J., SYNTHESIS,(1986) N 11, 944-946
  作者：LEWIS CH. N.、 SPARGO P. L.、 STAUNTON J.

  DOI：——

  日期：——